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124974

Sigma-Aldrich

2-Chlorobenzaldehyde

99%

Sinónimos:

o-Chlorobenzaldehyde

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About This Item

Fórmula lineal:
ClC6H4CHO
Número de CAS:
89-98-5
Peso molecular:
140.57
Beilstein/REAXYS Number:
385877
EC Number:
201-956-3
MDL number:
MFCD00003304
UNSPSC Code:
12352100
eCl@ss:
39050404
PubChem Substance ID:
24847637
NACRES:
NA.22

vapor density

4.84 (vs air)

vapor pressure

1.27 mmHg ( 50 °C)

assay

99%

autoignition temp.

746 °F

refractive index

n20/D 1.566 (lit.)

bp

209-215 °C (lit.)

mp

9-11 °C (lit.)

density

1.248 g/mL at 25 °C (lit.)

SMILES string

[H]C(=O)c1ccccc1Cl

InChI

1S/C7H5ClO/c8-7-4-2-1-3-6(7)5-9/h1-5H

InChI key

FPYUJUBAXZAQNL-UHFFFAOYSA-N

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General description

2-Chlorobenzaldehyde undergoes alkynylation with phenylacetylene in the presence of catalytic ligands and dimethylzinc at 0°C to form binaphthyl-derived amino alcohols.

Application

2-Chlorobenzaldehyde has been used in generation of small focused library of diversely functionalized dihydropyrimidine derivatives via one-pot three-component Biginelli cyclocondensation of β-ketoesters, aldehydes and thioureas.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H314,H317

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 2

flash_point_f

206.6 °F - closed cup

flash_point_c

97 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
STBJ7710
STBG2589V
STBF9186V
STBD9052V
STBD0446V

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Sigma-Aldrich

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Enantioselective alkynylation of aromatic aldehydes catalyzed by new chiral amino alcohol-based ligands.
Lu G, et al.
Tetrahedron Asymmetry, 12(15), 2147-2152 (2001)
E C Rietveld et al.
European journal of drug metabolism and pharmacokinetics, 13(4), 231-240 (1988-10-01)
2-Chlorobenzaldehyde might be produced when a moist skin is exposed to the riot control agent CS. CS-hydrolysis to 2-chlorobenzaldehyde and malononitrile occurs both in vitro and in vivo. No quantitative data have thus far been reported with respect to the
M Rogojerov et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 61(7), 1661-1670 (2005-04-12)
Vibrational analysis of the two conformers of furfural and 2-chlorobenzaldehyde has been carried out on the basis of their IR and Raman spectra measured in isotropic and anisotropic (nematic liquid crystalline) solvent. The average orientation of the individual conformers in
M Anzaldi et al.
European journal of medicinal chemistry, 35(9), 797-803 (2000-09-28)
Vilsmeier reagents react with alpha/beta-ionones and carvone to produce aldehydes 7-11 in a one-step procedure. The indene derivative 11, which came from the double iminoalkylation of carvone and ring closure with the elimination of dimethylamine, was practically odourless, while all
Mathias J Jacobsen et al.
Organic letters, 13(13), 3418-3421 (2011-06-09)
A phosphine-mediated olefination of 2-alkynoates with aldehydes forming 1,3-dienes with high E-selectivity and up to 88% yield is described. Reaction conditions are optimized and reactions are demonstrated for various aryl, alkyl, and alkenyl aldehydes and for ethyl 2-alkynoates with different
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